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pyridine-3-sulfonyl chloride

pyridine-3-sulfonyl chloride  Structure
CAS No.
16133-25-8
Chemical Name:
pyridine-3-sulfonyl chloride
Synonyms
3-Pyridine sulphonyl chloride;m-Pyridinesulfonyl chloride;3-PYRIDINESULFONYL CHLORIDE HYDROCHLORIDE;PYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE;Vonoprazan-8;Vonoprazan-029;TAK438 Impurity 68;Vonolazan impurity 8;Vonoprazan Impurity 50;Vonoprazan intermediate
CBNumber:
CB5153121
Molecular Formula:
C5H4ClNO2S
Molecular Weight:
177.61
MOL File:
16133-25-8.mol
MSDS File:
SDS
Modify Date:
2024/3/7 10:36:35

pyridine-3-sulfonyl chloride Properties

Melting point 144 °C
Boiling point 284℃
Density 1.488
Flash point 126℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Sparingly), Methanol (Slightly)
form liquid
pka -1.77±0.11(Predicted)
color Colourless to light yellow
Stability Moisture Sensitive
InChI InChI=1S/C5H4ClNO2S/c6-10(8,9)5-2-1-3-7-4-5/h1-4H
InChIKey CDRNYKLYADJTMN-UHFFFAOYSA-N
SMILES C1=NC=CC=C1S(Cl)(=O)=O
LogP 1.75
CAS DataBase Reference 16133-25-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05, GHS07
Signal word  Danger
Hazard statements  H314-H317
Precautionary statements  P280-P305+P351+P338-P310
Hazard Codes  Xi,C
Risk Statements  34-43
Safety Statements  26-36/37/39-45
RIDADR  3261
WGK Germany  3
HazardClass  IRRITANT
PackingGroup 
HS Code  2933399990

pyridine-3-sulfonyl chloride price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) CDS013908 3-pyridinesulfonyl chloride hydrochloride AldrichCPR 16133-25-8 250MG ₹10760.05 2022-06-14 Buy
Product number Packaging Price Buy
CDS013908 250MG ₹10760.05 Buy

pyridine-3-sulfonyl chloride Chemical Properties,Uses,Production

Uses

3-pyridinesulfonyl Chloride is a reagent used in the synthesis of pyrimidine derivatives with anti-proliferative activity against negative breast cancer cells.

Application

Pyridine-3-sulfonyl chloride is an essential medical intermediate and is widely applied to the synthesis of medicines, wherein the pyridine-3-sulfonyl chloride is mainly used for preparing TAK-438 (vonoprazan fumarate), which is a novel orally active potassium-competitive acid blocker, developed as an antisecretory drug.

Toxicology

Pyridine-3-sulfonyl chloride causes burns of eyes, skin and mucous membranes. Contact with water liberates toxic gas.

Synthesis

Add thionyl chloride to the water, cool to about 0-5°C, and add cuprous chloride. Fluoboric acid diazonium salt was added to the solution and reacted at 0-5°C overnight. The reaction solution was extracted with dichloromethane, combining the organic layers. The organic layer was washed once with saturated aqueous sodium bicarbonate solution, once with water, and finally once with saturated brine. The product was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to remove methylene chloride to obtain the product pyridine-3-sulfonyl chloride with a yield of 90.7%.
pyridine-3-sulfonyl chloride

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3-CHLOROSULFONYL-PYRIDINIUM, CHLORIDE 3-PYRIDINESULFONYL CHLORIDE, HCL Piperidine-3-sulfonylchloride Vonoprazan intermediate pyridine-3-sulfonyl chloride(SALTDATA: 0.8HCl 0.3H2O) Vonoprazan-8 Vonoprazan-029 Vonoprazan Impurity 50 PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLO Vonoprazan Fumarate impurity P TAK438 Impurity 68 3-CHLOROSULFONYL-PYRIDINIUM Pyridine-3-Sulphonyl Chloride Pyridine 3 Sulfonic Acid Chloride PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLORIDE ISO 9001:2015 REACH Vonoprazan fumarate intermediates 3-PYRIDINESULFONYL CHLORIDE HYDROCHLORIDE PYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE 3-Pyridine sulphonyl chloride m-Pyridinesulfonyl chloride chloro-3-pyridylsulfone PYRIDINE-3-SULFONYL CHLORIDE 3-Pyridinesulfonyl chloride (6CI, 8CI, 9CI, ACI) yridine-3-sulfonyl chloride 3-pyridinesulfonyl chloridde Vonolazan impurity 8 Pyridine-3-sulfony chloride 16133-25-8 161-25-8 16133-25-8